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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 551290Generated: October 25, 2026

Dimethyl Sulfoxide → 1-(3-Cyanophenyl)piperazine

https://huagongshe.com/reaction/551290

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantPiperazineHCID 4837—
Reactant3-FluorobenzonitrileHCID 67880—
SolventWaterHCID 962—
Product1-(3-Cyanophenyl)piperazineHCID 11480902143.1%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 3-fluorobenzonitrile (3.0 g, 25 mmol), piperazine (11.8 g, 137 mmol) and dimethylsulphoxide (20 ml) is heated at 100° C. for 48 hours under an atmosphere of nitrogen. The reaction mixture is then cooled, poured into water (200 ml) and the resultant precipitate collected. This solid is chromatographed on silica gel (dichloromethane) to give the title compound as a white solid (6.7 g). 1H NMR (DMSO, 500 MHz) δ7.15-7.40 (m, 4H), 3.28 (m, 3H), 3.12 (m, 1H), 2.80 (m, 1H), 2.59 (m, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07947684B2
Source datasetuspto-grants-2011_05
ORD IDord-54a39dc3799e48f296756f3420669cff
Source noteuspto-grants-2011_05